Dog Sitting Holliston

Book a Holliston dog sitter to watch your dog in your sitter’s home or yours.

End Date
Search

Over 58
pet parents in Holliston have booked dog sitting

Holliston, Find top rated dog sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Lauren D.
Verified Enhanced Background Check
Lauren D.
$34
total per visit
5.0 out of 5 stars
73 reviews
30 repeat clients
12 years of experience
Holliston, MA, 01746

Lauren is the absolute best! She is super communicative and respected our cat’s boundaries. I highly recommend her and will definitely book her again.

Profile image
Ana W.
Sitter Profile Image: Kerry S.
Verified Enhanced Background Check
Kerry S.
$26
total per visit
1 repeat client
15 years of experience
Milford, MA, 01757

About: I have had dogs most of my life. I have adopted my dogs through shelters and understand the need for patience, care and going with the dogs flow! My neighbors utilize these skills to dog sit and walk throughout the years. I am currently off for the summer from my full time job! I am able to provide walks and drop ins at any time of day. Your pets safety and care is my number one priority. If you prefer more communication during the visit, I will always accommodate that. You are trusting me with your family, so I will treat them as my own family as well.

Sitter Profile Image: MADELYN G.
Verified Enhanced Background Check
MADELYN G.
$23
total per visit
10 years of experience
Holliston, MA, 01746

About: I have owned dogs entire life of various breeds and sizes. Currently, I have 2 dogs, a one-year-old pitbull/lab mix and a seven-year-old greyhound/whippet/lab mix! I love taking them on long walks and snuggling up on the couch with them afterward! And i would love to do the same with any other dog :) I have a flexible schedule and can do multiple walks per day if needed. Am willing to walk dogs as long or as short as they need and will cater to their individual needs. Can walk multiple dogs at once and have experience with both puppies, older dogs, and everything in between. If you don't like walking in the cold, are busy at work, are out and about during the day, I can help you out and walk your dogs! Pet care fits very flexibly into my current routine, as I am available throughout the day and week. I am able to accommodate morning, afternoon, and evening walks depending on client needs, including regular schedules or last-minute requests. Over the next few weeks, I have a very open schedule and can be highly responsive to bookings and messages. I prioritize being reliable and consistent with timing for each walk and maintaining clear communication with pet owners. I provide attentive, safety-focused care for every dog I walk. I prioritize secure leash handling at all times, remain alert to surroundings, and follow any specific instructions provided by the owner. I am comfortable managing dogs of different sizes, breeds, and energy levels, and I adjust my pace and approach based on each dog’s needs. I ensure pets are never left unattended, avoid unsafe interactions with other animals, and maintain clear communication with owners during and after walks. My goal is to create a calm, controlled, and trustworthy experience that keeps each pet safe and comfortable.

Sitter Profile Image: Carolyn F.
Verified Background Check
Carolyn F.
Star Sitter
$43
total per visit
4.9 out of 5 stars
89 reviews
32 repeat clients
40 years of experience
Sherborn, MA, 01770

Carolyn is the most caring, respectful, and attentive sitter! Carolyn has watched our pup multiple times now and he is always so well adjusted, happy, and doesn't miss a beat after being in her care! I will always prioritize booking Carolyn and try to schedule with her availability in mind, because she is just that good! Thank you, Carolyn!

Profile image
Abby R.
Sitter Profile Image: Daniel H.
Verified Enhanced Background Check
Daniel H.
$23
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Framingham, MA, 01701

Daniel was an excellent drop-in visitor and playmate for our cat Georgie. We really appreciated his friendliness, prompt communication, and genuine affection for our cat. Bonus points for his availability short notice during holiday season as well! We’d definitely recommend Daniel.

Profile image
Kienan M.
Sitter Profile Image: Ana R.
Verified Enhanced Background Check
Ana R.
Star Sitter
$34
total per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
4 years of experience
Framingham, MA, 01702

Ana was awesome - on short notice and without the benefit of a “get to know you” visit beforehand, she came and made sure Mojo had everything he needed while we were attending a wedding. We couldn’t have left our boy in better hands. Thanks Ana!

Profile image
Jonathan Z.
Sitter Profile Image: Bryce H.
Verified Enhanced Background Check
Bryce H.
$34
total per visit
13 years of experience
Ashland, MA, 01721

About: I’ve taken care of dogs since I was 10. I took care of my family dogs and they’ve relied on me and I am happy to take them on walks, feed them, bathe and play with them. I work full time through the week and I am available anytime after 5pm. I can board with a few weekdays and weekends as well. I live in an apartment complex and he is always on a leash and we live next to a dog park that is walking distance.

Sitter Profile Image: Julia G.
Verified Enhanced Background Check
Julia G.
$20
total per visit
5 years of experience
Millis, MA, 02054

About: I’ve cared for dogs my whole life, and my family and I have two of our own. I’ve also taken care of pets for neighbors, family, and friends, so I’m comfortable with all ages, personalities, and routines. Pet care fits easily into my routine because I run my own business and am home most of the time. I plan my day around visits so each pet gets steady attention. I care for pets by following their normal routines, paying close attention to their behavior, and keeping their environment calm and comfortable. In a client’s home, I respect their space, follow instructions carefully, and make sure pets feel safe and relaxed.

Sitter Profile Image: Alessandra M.
Verified Enhanced Background Check
Alessandra M.
$20
total per visit
9 years of experience
Medway, MA, 02053

About: I have 2 dogs and 2 cats, they are my everything! I used to do dog walking when I was younger and am excited to start again! I am working part time right now but am a full time dog AND cat mom so I always have to make sure their needs are first! I helped train my dogs when they were younger so they are very good and listen well. I know they trust me and I trust them.

Sitter Profile Image: Sarah B.
Verified Enhanced Background Check
Sarah B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
12 years of experience
Framingham, MA, 01702

This was my first use of Rover and it was wonderful! My cat was well cared-for and a lot of communication. Will definitely use again. Thank you!

Profile image
Iris K.
Sitter Profile Image: Isabell M.
Verified Enhanced Background Check
Isabell M.
$23
total per visit
5.0 out of 5 stars
48 reviews
22 repeat clients
10 years of experience
Norfolk, MA, 02056

Isabell is so reliable and communicative! She is great with our spicy guard cat 🌶️ 😼 and she really cares about animals. Thank you for being the best!

Profile image
Bethany M.
Sitter Profile Image: Emily G.
Verified Background Check
Emily G.
Star Sitter
$37
total per visit
5.0 out of 5 stars
48 reviews
15 repeat clients
15 years of experience
Norfolk, MA, 02056

Emily took great care of our 3 pups over 7 days, is super accommodating, flexible with shifting scheduler and super friendly. We returned to happy and healthy pups - highly recommend Emily!

Profile image
John M.
Sitter Profile Image: Avery G.
Verified Enhanced Background Check
Avery G.
$28
total per visit
10 years of experience
Ashland, MA, 01721

About: I am a reliable dog sitter with lifelong caring experience for dogs. I grew up with two dogs, so I understand routines, behavior, and different personalities. I’m comfortable with all kinds of dogs and will always provide loving attention and care. I treat every dog like my own and will keep owners always updated. I work part-time at a restaurant, which gives me a flexible schedule with strong availability on weekday mornings and early afternoons for fun time with your Pup/Dog! I will prioritize safety by following your dogs routine, keeping your environment secure and giving them needed and loving attention and care at all times!

Sitter Profile Image: Rebecca N.
Verified Enhanced Background Check
Rebecca N.
$34
total per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Ashland, MA, 01721

About: Hey There! I'm Becky. I'm a mother, small business owner, and life-long dog lover. For my entire life I've always had dogs, but a few years my sweet dog crossed the rainbow bridge to doggy heaven. When that happened, my children started asking for a new dog, but I wasn’t quite ready. As an alternative we started helping others with theirs. It’s become an incredible journey for our family, and brings us so much joy! We’re happy to have dogs here for boarding. I only take ONE dog at a time, unless there are multiple dogs coming from the same home that already live together. I have two children (11 & 15) who both love dogs as well. However, my son is nervous around bigger dogs and certain breeds. For this reason, a trial visit is required. Dog sitting has brought an unexpected amount of happiness into our home and family. We get very excited with each new furry friend that we get to love while you’re away. ​ I have a fenced yard and a cozy home. I allowed my dog on the furniture when I had him. I don’t have a crate. Whatever rules apply in your house are what we try to do here. Dogs can run free in my fenced yard or walk on a leash around my neighborhood and in the nearby nature trails. I run a small part-time preschool enrichment program out of my basement, in a separate area where dogs would not have access. During work hours I am generally able let dogs out as needed in a separate fenced area. ​ If you are interested in having your dog stay with us, please feel free to contact me. We would love to provide a safe, happy home away from home for your beloved pet while you're away. Your pet will be treated as if they were our pet. We try our best to make our routines look like yours, creating a safe, happy home away from home. I live in a cute neighborhood abutting conservation land. It is beautiful! We use an organic pest company to keep ticks out of our yard and I keep my home tidy.

Sitter Profile Image: Adreine L.
Verified Enhanced Background Check
Adreine L.
$28
total per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
35 years of experience
Franklin, MA, 02038

About: At Adreine's Pet Sitting, I understand that your furry friends deserve the best care when you're busy or away. I offer professional dog Daycare, trusted house sitting and drop-in services to keep your pets happy and safe. With personalized attention and a focus on well-being, I will ensure your pet enjoys their time outside while maintaining the comfort of home. Whether you need a daily care or extended care during vacations, I got you covered. Let me take care of your pets as if they were my own! 🐕🐾🐾 I am currently taking new clients for Pet sitting and dog care. I offer in home overnight care as well as drop-in during the day. I am available to come to your home or mine. I will also stay with your fur baby if you need overnight care as well.

Sitter Profile Image: Amruta K.
Verified Enhanced Background Check
Amruta K.
$23
total per visit
5.0 out of 5 stars
1 review
20 years of experience
Framingham, MA, 01702

About: I have been a Retriever mom (Golden & Labrador) all my life. I love them with all my heart, but I also understand they need discipline. I will make sure they will be well cared for. I work from home with flexible timings. I would have to make sure the dogs are ok with children(we have a 4-year-old) and our golden. We have a pretty big yard and live a block away from a park. I can take them for longer walks if needed. We usually do walks no matter the weather!

Sitter Profile Image: Franciane B.
Verified Enhanced Background Check
Franciane B.
$23
total per visit
1 repeat client
25 years of experience
Framingham, MA, 01702

About: When I lived in Brazil, there was such a surplus of dogs in the area I was located and my family and I were the family on the block to rescue everyone we could. I drive special needs kids to/from school and at the moment I am blessed to have spots in my schedule between driving., therefore I free on hours where a lot of people are usually working. My apartment has a wash room special for dogs only. And dogs don’t pay rent at all. I’m around dogs and kids all day long!

Sitter Profile Image: Lily R.
Verified Enhanced Background Check
Lily R.
$25
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
22 years of experience
Milford, MA, 01757

Great sitter! Lily was very sweet and accommodating. We were very relieved to have her during out trip. Highly recommend!

Profile image
Nina S.
Sitter Profile Image: Peggy M.
Verified Enhanced Background Check
Peggy M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
37 reviews
9 repeat clients
30 years of experience
Bellingham, MA, 02019

Needed someone to play ball with my dogs while I was out of town and my wife was home recovering from surgery. Peggy was accommodating and reliable. She helped tire out the pups so my wife could continue to heal. Would definitely use again!

Profile image
Julie G.
Sitter Profile Image: Rachel B.
Verified Enhanced Background Check
Rachel B.
$30
total per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
20 years of experience
Holliston, MA, 01746

Rachel has been an awesome find! She is flexible and super communicative. We appreciate her attentiveness to our boy Moose and look forward to continuing to have her care for him!

Profile image
Kaitlin M.
1 / 1
View more

The median cost per visit for dog sitting in Holliston is $25

Dog parents share their Rover experiences - Holliston

1 / 1
5.0 out of 5 stars

Becki is awesome with Lucy! She can be super stubborn, but Becki is so patient and knows exactly how to handle her. Lucy loved her, and we always felt totally comfortable knowing she’s in great hands. Highly recommend!

Profile image
Abbie H.
Drop-In Visits
5.0 out of 5 stars

So thankful for Sarah! She was able to help me out last minute when my current walker had a conflict. She was communicative and met my pup beforehand on short notice. Highly recommend!

Profile image
Samantha W.
Drop-In Visits
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog sitting - Holliston

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Holliston average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Holliston

Frequently asked questions about Rover

The average cost for Dog Sitting in Holliston on Rover is $27.75 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 10,768 sitters on Rover offering Dog Sitting across Holliston. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Holliston stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Holliston choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Holliston with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Holliston. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge